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1-Methyl-2-pyrrolidinone

Outline Reference quality indicators Uses Chemical Properties Production methods Category Toxicity grading Acute toxicity Irritation data Flammability hazard characteristics Storage feature Extinguishing agents Professional standards

CAS No.872-50-4
Chemical Name:1-Methyl-2-pyrrolidinone
Synonyms:NMP;NMP-T;0131;NMP-EL;N-0131;M-Pyrol;gsolex 1;m-Pyrrole;AgsolEx 1;M-PYROL(R)
CBNumber:CB2402488
Molecular Formula:C5H9NO
Formula Weight:99.13
MOL File:872-50-4.mol
1-Methyl-2-pyrrolidinone Property
Melting point : −24 °C(lit.)
Boiling point : 202 °C(lit.)
density : 1.028 g/mL at 25 °C(lit.)
vapor density : 3.4 (vs air)
vapor pressure : 0.29 mm Hg ( 20 °C)
refractive index : n20/D 1.479
Fp : 187 °F
storage temp. : 2-8°C
color : ≤20(APHA)
Water Solubility : >=10 g/100 mL at 20 ºC
Sensitive : Hygroscopic
Merck : 14,6117
BRN : 106420
Stability:: Stable, but decomposes upon exposure to light. Combustible. Incompatible with strong oxidizing agents, strong acids, reducing agents, bases.
CAS DataBase Reference: 872-50-4(CAS DataBase Reference)
NIST Chemistry Reference: 2-Pyrrolidinone, 1-methyl-(872-50-4)
EPA Substance Registry System: 2-Pyrrolidinone, 1-methyl-(872-50-4)
Safety
Hazard Codes : T,Xi
Risk Statements : 45-65-36/38-36/37/38-61-10-46
Safety Statements : 41-45-53-62-26
WGK Germany : 1
RTECS : UY5790000
F : 3-8-10
TSCA : Y
Hazardous Substances Data: 872-50-4(Hazardous Substances Data)

1-Methyl-2-pyrrolidinone Chemical Properties,Usage,Production

Outline
1-Methyl-2-pyrrolidinone is abbreviated as NMP. Molecular formula: C5H9NO.Appearance is colorless to transparently pale yellow liquid, which is slight odor of ammonia, and can be miscible with water in any proportion, soluble in ether, acetone and esters, halogenated hydrocarbons, aromatic hydrocarbons and other organic solvents. It can be mixed with almost all the solvent, boiling point:204 ℃, flash point:91 ℃, moisture absorption strongly, chemical property stability, non-corrosive to carbon steel and aluminum, slightly corrosive to copper. Its advantages: Low viscosity, good chemical stability and thermal stability, high polarity, low volatility, miscible infinitely with water and many organic solvents. This product is a micro-drug. Allowable limit concentration is 100PPM in the air.
Reference quality indicators
Testing items Target
Appearance colorless transparent liquid (above 25 ℃)
Purity% ≥99.5
Moisture% ≤0.1
Chroma HaZen≤25
Refractive index N20D 1.468-1.471
Density 1.032-1.035
Uses
1-Methyl-2-pyrrolidinone is a polar aprotic transfer solvent. It has little toxicity, high boiling point, outstanding solvency, high selectivity and good stability. It is Widely used in purification of aromatics extraction, acetylene, olefin, diolefin, as solvent of polyvinylidene fluoride, lithium ion secondary battery electrode materials, in the synthesis gas desulfurization, refining lubricating oil, as lubricating antifreeze agent, an olefin extractant, solvent for polymerization of indissolvable plastic, agricultural herbicides, insulation materials, production of integrated circuits, precision instruments of semiconductor industry, in cleaning circuit boards, recycling the exhaust gas of PVC, cleaning agents, as dyes additives, dispersing agents, etc. It is also used as solvent for the polymer and medium for polymerization reactions, such as engineering plastics and aramid fibers. It may also be used in pesticides, pharmaceuticals and cleaning agent, etc.
1-Methyl-2-pyrrolidinone is an excellent extraction solvent, widely used as extracting agent for aromatic extraction, acetylene concentration, separation of butadiene and synthetic gas desulfurization process, etc, also as the solvent of pesticides, plastics, paints, production of synthetic, integrated circuits, etc. It can also be used for industrial detergents, dispersants, coloring agents, lubricants, antifreeze agent, etc. The product is low toxic and the rat oral LD50 is 7ml / kg.
The above information is edited by the chemicalbook of Yan Yanyong.
Chemical Properties
It is transparently colorless oily liquid, slight odor of amine . It can be miscible with water, alcohols, ethers, esters, ketones, halogenated hydrocarbons, aromatics.
Production methods
It is produced by the reaction of γ- butyrolactone with methylamine. The first step is that methylamine reacts with γ- butyrolactone to produce 4-hydroxy -N- methylbutanamide, and then the second step is further dehydration to produce 1-Methyl-2-pyrrolidinone. Two-step reaction can be conducted in a tubular reactor continuously, and the molar ratio of γ-butyrolactone to methylamine is 1: 1.15, pressure is about 6MPa and temperature is 250 ℃. After completion of the reaction, and then by concentration and vacuum distillation, product is derived. Yield is 90%. If the production is conducted in tank reactor, Dosage of methylamine is 1.5 to 2.5 times of the theoretical amount. For laboratory preparation, for example, 2 mols of γ- butyrolactone and 4 moles of liquid methylamine were added In 500ml autoclave vessel, heat sealed and held at 280 ℃ for 4h. After cooling, the release of excess methylamine, distillation, collecting 201-202 ℃ fraction, the product was about 180g, the yield of which was approximately 90%. Raw material consumption (kg / g) forγ- butyrolactone and methylamine (40%) were 980 and 860.
Category
Flammable liquid
Toxicity grading
poisoning
Acute toxicity
oral - rat LD50: 3914 mg / kg, Oral - Mouse LD50: 5130 mg / kg
Irritation data
Eye - rabbit moderate 100 mg
Flammability hazard characteristics
In case of fire, high temperature, strong oxidants, it is combustible. It is thermally decomposed to produce toxic nitric oxide gas.
Storage feature
complete package, wrapped and laid carefully, warehouse ventilation, away from open flame, heat, and stored separately from oxidants
Extinguishing agents
Foam, carbon dioxide, dry power, sandy soil
Chemical Properties
colourless or light yellow liquid with an amine odour
Usage
high purity grade for ICP-MS detection
Usage
It is a versatile industrial solvent. NMP is currently approved for use only in veterinary pharmaceuticals. The determination of the disposition and metabolism of NMP in the rat will contribute toward understanding the toxicology of this exogenous chemical which man may likely be exposed to in increasing amounts.
Definition
ChEBI: A member of the class of pyrrolidine-2-ones that is pyrrolidin-2-one in which the hydrogen attached to the nitrogen is replaced by a methyl group.
Professional standards
TWA 100 PPM (400 mg / cubic meter), STEL 100 mg / cubic meter
General Description
A clear colorless liquid with a "fishlike" odor. Denser than water. Flash point 199°F. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion.
Air & Water Reactions
Soluble in water.
Reactivity Profile
This amine is a very mild chemical base. 1-Methyl-2-pyrrolidinone does tend to neutralize acids to form salts plus water. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
Health Hazard
Inhalation of hot vapors can irritate nose and throat. Ingestion causes irritation of mouth and stomach. Contact with eyes causes irritation. Repeated and prolonged skin contact produces a mild, transient irritation.
Fire Hazard
Special Hazards of Combustion Products: Toxic oxides of nitrogen may be formed in fire.
1-Methyl-2-pyrrolidinone Preparation Products And Raw materials
Raw materials
Acetone Methylamine Butyramide gamma-Butyrolactone
Preparation Products
4-(Trifluoromethyl)nicotinic acid 1-BENZOFURAN-5-CARBONITRILE Trimethylsilyl cyanide 3,5-DIMETHOXYPHENYLACETIC ACID 2-(DIPHENYLPHOSPHINO)ETHYLTRIETHOXYSILANE 4-Aminobutyric acid 3-AMINO-2-FLUORO-4-PICOLINE 5-(Trifluoromethyl)pyridine-2-carboxylic acid 1-[6-(Trifluoromethyl)pyridin-2-yl]piperazine C-(1H-INDOL-5-YL)-METHYLAMINE Vat Orange 9 ethyl 2-(4-chloroquinazolin-7-yloxy)acetate THIOPHENE-2-THIOCARBOXAMIDE 5-Cyanoindole 3-Amino-6-chloropyridine-2-carboxylic acid 3-Amino-2-pyridinecarbonitrile 2-Furonitrile 1-(3-AMINOPROPYL)-2-PYRROLIDINONE 2-Chloro-6-trifluoromethylnicotinic acid 6-chloro-1H-indazol-3-amine 4-DIMETHYLAMINOBUTYRIC ACID HYDROCHLORIDE 2-Trifluoromethyl-5-bromopyridine 2-(TRIFLUOROMETHYL)-4-ISOCYANATOPYRIDINE 2-Trifluoromethyl-6-pyridinecarboxylic acid 6-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXALDEHYDE 2-(TRIFLUOROMETHYL)-PYRIDINE-4-CARBOXALDEHYDE 4-(PYRROLIDIN-1-YLMETHYL)BENZENEBORONIC ACID, PINACOL ESTER 97%1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZYL]PYRROLIDINE
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